Erratum: Silver-Catalyzed preparation of oxazolines from N-propargylamides (Synlett (2008) (1399))

Full text of DOI:10.1055/s-0033-1338632

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ADDENDA AND ERRATA
Erratum
Silver-Catalyzed Preparation of Oxazolines from N-Propargylamides
M. Harmata,* C. Huang Synlett 2008, 1399.
The authors were recently informed that entry 11 of Table 1 to give product 2 does not work as reported. They have
addressed this issue and agree with that conclusion.
Further studies show that the reaction is rather capricious. For example, in the best case, the results shown below were
obtained. However, an attempt to reproduce the reaction by the same student under the same reaction conditions with
the same materials gave only the oxazole 3 in 48% yield.
O
Ph
Ph
AgSbF6 (5 mol%)
HN
Ph
N
O
N
O
MeNO2, 65 °C, 17 h
1
2
3
76%, 2/3 = 1.0:0.3
O
repeat
Ph
AgSbF6 (5 mol%)
HN
Ph
N
O
MeNO2, 65 °C, 17 h
1
3
8%
4
The authors can only speculate as to the reasons for the error in the initial report and apologize.
SYNLETT 2014, 08, 1190
Advanced online publication:
0
9
3
6
-
5
2
1
4
1
4
3
7
-
2
0
9
6
DOI: 10.1055/s-0033-1338632; Art ID: r10814st
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